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Catalog Number
ACM2892515-1
Product Name
3,4-Dihydroxy-3-cyclobutene-1,2-dione
Structure
CAS
2892-51-5
Category
Organic & Printed Electronics
Description
3,4-dihydroxy-3-cyclobutene-1,2 dione, commonly known as squaric acid, is widely used in bioorganic and medicinal chemistry. It is an inhibitor of glyoxylase, semiqauric acid, pyruvate dehrogenase, and transketolase. It is used as a replacement for phosphate in a peptide-based ligand for an SH2 domain. Its derivatives are high-affinity ligands for excitatory amino acid receptors. These derivatives are also used as dyes for fluorescence detection of small biological molecules.
Synonyms
Squaric acid
IUPAC Name
3,4-Dihydroxycyclobut-3-ene-1,2-dione
Molecular Weight
114.06
Molecular Formula
(HO)2C4(=O)2
Canonical SMILES
C1(=C(C(=O)C1=O)O)O
InChI
InChI=1S/C4H₂O4/c5-1-2(6)4(8)3(1)7/h5-6H
InChI Key
PWEBUXCTKOWPCW-UHFFFAOYSA-N
Boiling Point
250.96 °C
Melting Point
>300 °C
Flash Point
190 °C
Density
1.82 g/cm³
Solubility
Soluble in water
Appearance
Gray crystalline solid
Application
3,4-Dihydroxy-3-cyclobutene-1,2-dione can be used: In fluorescence detection in immunoassays, hybridization assays, enzymatic reactions, and other analytical procedures. To form diffraction quality crystals. To synthesize a squarate dianion, which is used as a building block to create uncharged polymeric networks. These ordered structures are used in catalysis, nonlinear optics, electrical conductivity, molecular recognition, and molecular sieves.
Storage
Inert atmosphere,Room Temperature
Assay
≥99.0% (HPLC)
Complexity
178
Covalently-Bonded Unit Count
1
EC Number
220-761-4
Exact Mass
113.99530854
Features And Benefits
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Formal Charge
0
H-Bond Acceptor
4
H-Bond Donor
2
Heavy Atom Count
8
MDL Number
MFCD00001334
Monoisotopic Mass
113.99530854
NACRES
NA.23
NSC Number
624671;125692
Packaging
Packaging 5 g in glass bottle 25, 100 g in poly bottle